Spend A Weekend In Old San Juan

Saturday

Morning

To start your weekend adventures in Old San Juan immerse yourself in the rich history and breathtaking views at El Morro, also known as Castillo San Felipe del Morro. This iconic fortress, perched on the edge of the Atlantic Ocean, offers a glimpse into Puerto Rico’s past and provides the perfect backdrop for a memorable morning.

El Morro opens at 9:00 am and the mornings are perfect for beating crowds on the weekends! 

You can explore the fort by yourself or opt-in for a guided tour led by experts on the history of El Morro. Another popular activity for both locals and visitors alike is flying a kite on the grounds.

Afternoon

Barrachina, known as the birthplace of the piña colada, offers an authentic lunch experience featuring local flavors. Their menu includes a variety of traditional Puerto Rican dishes, from mofongo to fresh seafood.

Paseo De La Princesa

For an afternoon stroll, we recommend Paseo De La Princesa. This picturesque promenade, located at the edge of the city’s historic walls, offers a delightful blend of stunning views, vibrant colors, and cultural attractions.

Highlights to look forward to:

  • Coastal Views
  • La Puerta de San Juan
  • Raíces Fountain

Note: Paseo de La Princesa hosts various events and festivals throughout the year, so keep an eye out for any ongoing celebrations or performances!

Evening

Enjoy a delicious dinner at any of the restaurants in Old San Juan, visit Marmalade or Trois Cent Onze for an intimate, upscale dining experience.

After dinner, experience the vibrant nightlife of Old San Juan, here are a few of our top picks!

Sunday

Morning

Sunday mornings in Old San Juan are a perfect time to indulge in a delicious breakfast or brunch experience at one of the local cafes. Here are three cafes that offer authentic Puerto Rican coffee and local pastries like Quesitos:

Historical Sites

Visit the Cathedral of San Juan Bautista, one of the oldest cathedrals in the Americas. This landmark, also known as San Juan Cathedral, stands as a testament to the city’s rich history and is a must-visit destination for enthusiasts and architecture lovers.

Photo: Adobe

Calle Fortaleza

One cannot visit Old San Juan without getting to experience the magic of Calle Fortaleza, known for its beautiful ever-changing art installations. The street is lined with shops and galleries giving you a chance to grab a souvenir. 

Calle Fortaleza is also home to the government building La Fortaleza, just make sure to check availability if you want to tour it as it’s still in use!

Dinner

Check out a rooftop bar and watch the sunset at La Vergüenza, or if you want a waterfront experience grab a bite to eat at Ladi’s Restaurant.

Remember to make reservations in advance to ensure a hassle-free and enjoyable meal in Old San Juan.

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